malonic acid (R)-(+)-1-phenylethylamide | 364633-81-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: malonic acid (R)-(+)-1-phenylethylamide
• 英文别名: (R)-N-(1-phenylethyl)malonamic acid；3-oxo-3-[[(1R)-1-phenylethyl]amino]propanoic acid
• CAS: 364633-81-8
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: LGDYFEDCHSSYCT-MRVPVSSYSA-N

物化性质

• 沸点：
  459.6±38.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  malonic acid (R)-(+)-1-phenylethylamide 在 碘 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 (1R,4R,5R,αR)-6,6-dimethyl-4-trichloromethyl-3-oxa-bicyclo[3.1.0]hexan-2-on-1-carboxylic acid 1-phenylethylamide
  参考文献：
  名称：

  Synthesis and separation of substituted cyclopropane carboxylic acid amide isomers

  摘要：

  The phase-transfer-catalyzed cyclization of optically active malonic acid allylic ester amides yields bicyclic cyclopropane carboxamide lactone derivatives. The two diastereomers obtained could be separated in some cases by simple column chromatography yielding the pure isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00232-4
• 作为产物：
  描述：

  N-((R)-1-Phenyl-ethyl)-malonamic acid ethyl ester 在 sodium hydroxide 作用下， 反应 2.0h， 生成 malonic acid (R)-(+)-1-phenylethylamide
  参考文献：
  名称：

  Synthesis and separation of substituted cyclopropane carboxylic acid amide isomers

  摘要：

  The phase-transfer-catalyzed cyclization of optically active malonic acid allylic ester amides yields bicyclic cyclopropane carboxamide lactone derivatives. The two diastereomers obtained could be separated in some cases by simple column chromatography yielding the pure isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00232-4

文献信息

• Resolution of α-phenylethylamine by its acidic derivatives
  作者：József Bálint、Gabriella Egri、Mátyás Czugler、József Schindler、Violetta Kiss、Zoltán Juvancz、Elemér Fogassy

  DOI：10.1016/s0957-4166(01)00254-3

  日期：2001.6

  α-Phenylethylamine was resolved by its own derivatives formed with a homologous series of dicarboxylic acids. The structure of the oxalamic acid diastereoisomeric salts was investigated by the single-crystal X-ray diffraction method.

  α-苯乙胺通过其自身的衍生物形成，该衍生物与二羧酸的同源系列形成。通过单晶X射线衍射法研究了草酸非对映异构体盐的结构。
• Synthesis and separation of substituted cyclopropane carboxylic acid amide isomers
  作者：Zoltán Finta、Zoltán Hell、József Bálint、Adrienn Takács、László Párkányi、László Tőke

  DOI：10.1016/s0957-4166(01)00232-4

  日期：2001.6

  The phase-transfer-catalyzed cyclization of optically active malonic acid allylic ester amides yields bicyclic cyclopropane carboxamide lactone derivatives. The two diastereomers obtained could be separated in some cases by simple column chromatography yielding the pure isomers. (C) 2001 Elsevier Science Ltd. All rights reserved.